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Vacation Hats – Stylish Sun Hats for Every Getaway

  • Cotton Up Turned Brim Golf Hat - Scala Hats for Women Kettle Brim Hat Scala Hats LC484-BLK Black M/L (57 - 58 cm)
    Cotton Up Turned Brim Golf Hat - Scala Hats for Women Kettle Brim Hat Scala Hats LC484-RED Red M/L (57 - 58 cm)

    Cotton Up Turned Brim Golf Hat - Scala Hats for Women

    $ 36.00

    Discover the perfect blend of style and function with this cotton kettle brim golf hat designed for women. The shapeable 2.5" brim adapts to your n...

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    $ 36.00
  • Upturned Brim Cotton Breton Hat - Milani Hats Kettle Brim Hat Milani Hats
    Upturned Brim Cotton Breton Hat - Milani Hats Kettle Brim Hat Milani Hats WSCT473RD Red M/L (58.5 cm) Sale

    Upturned Brim Cotton Breton Hat - Milani Hats

    Original Price $ 20.00
    Current Price $ 15.00

    This iconic turned-up brim hat commands attention with its bold silhouette and practical edge. Crafted from 100% cotton with a striking light blue ...

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    Original Price $ 20.00
    Current Price $ 15.00
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  • Crownless Sun Visor Hat by Jeanne Simmons Visor Cap Jeanne Simmons Accessories js6403BK Black tweed
    Crownless Sun Visor Hat by Jeanne Simmons Visor Cap Jeanne Simmons Accessories js6405WH White tweed

    Crownless Sun Visor Hat by Jeanne Simmons

    $ 32.00

    Shield your face and neck from the sun in style with this clever crownless visor. The generous 4" wide brim delivers serious UV defense, while the ...

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    $ 32.00
  • Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8328bk Black tweed Medium (57 cm)

    Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats

    $ 31.00

    Discover effortless summer style with this charming kettle brim hat from Jeanne Simmons. Featuring a distinctive upturned brim and rounded crown, t...

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    $ 31.00
  • Wrap Around Sun Visor Hat with Contrast Trim by Boardwalk Visor Cap Boardwalk Style Hats
    Wrap Around Sun Visor Hat with Contrast Trim by Boardwalk Visor Cap Boardwalk Style Hats da148-1nt Natural

    Wrap Around Sun Visor Hat with Contrast Trim by Boardwalk

    $ 17.50

    Experience ultimate sun protection with this innovative wrap-around visor featuring a generous 4-inch ribbon-bound brim that shields from every ang...

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    $ 17.50
  • Two Tone Roll Up Wrap Around Sun Visor Hat by Boardwalk Visor Cap Boardwalk Style Hats
    Two Tone Roll Up Wrap Around Sun Visor Hat by Boardwalk Visor Cap Boardwalk Style Hats da148-2bk Black OS

    Two Tone Roll Up Wrap Around Sun Visor Hat by Boardwalk

    $ 21.00

    Experience the perfect blend of style and practicality with this versatile sun visor. The generous 4-inch brim wraps completely around your head, d...

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    $ 21.00
  • Heathered Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats
    Heathered Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats

    Heathered Roll Up Sun Visor Hat - Boardwalk Style

    $ 21.00

    Stay cool, covered, and effortlessly sun-safe with this full-brim wraparound sun visor—the perfect blend of fashion and function for warm-weather d...

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    $ 21.00
  • Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats Bucket Hat Scala Hats LC455BKWH Black/White Medium (57 cm)
    Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats Bucket Hat Scala Hats

    Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats

    $ 36.00

    Experience versatile sun protection with this sophisticated Scala Collezione cotton bucket hat. The refined design features a contrast-trimmed brim...

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    $ 36.00
  • Flat Brim Sun Hat with Contrast Edge Floppy Hat Jeanne Simmons Accessories
    Flat Brim Sun Hat with Contrast Edge Floppy Hat Jeanne Simmons Accessories js8310aq Aqua

    Flat Brim Sun Hat with Contrast Edge

    $ 25.00

    Shield yourself from the sun in bold style with this striking flat brim hat. Featuring a vibrant tweed crown contrasted by a tan tweed edge, it com...

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    $ 25.00
  • Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories
    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories js8255BK Black Tweed Medium (57 cm)

    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats

    $ 31.00

    Experience effortless sun protection with this sophisticated wide-brim hat, designed with a graceful downward slope and elegant ribbon trim. The so...

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    $ 31.00
  • Cotton Facesaver Cap with Bow - Cappelli Hats Cap Cappelli Straworld
    Cotton Facesaver Cap with Bow - Cappelli Hats Cap Cappelli Straworld L70SW-WH White OS (57 cm)

    Cotton Facesaver Cap with Bow - Cappelli Hats

    $ 25.50

    Shield your face in style with this charming cotton facesaver cap featuring a delightful bow detail. The Solarweave® treatment delivers UPF 50+ sun...

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    $ 25.50
  • Rolled Brim Toyo Straw Hat with Gauze Tie - Scala Pronto Kettle Brim Hat Scala Hats
    Rolled Brim Toyo Straw Hat with Gauze Tie - Scala Pronto Kettle Brim Hat Scala Hats

    Rolled Brim Toyo Straw Hat with Gauze Tie - Scala Pronto

    $ 42.00

    Stay cool and stylish all season long with the Lorenza lightweight crocheted toyo straw hat, designed for breathable comfort and timeless appeal. C...

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    $ 42.00
  • Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8329bk Black OS (57 cm)

    Small Kettle Brim Summer Hat - Jeanne Simmons Hats

    $ 29.00

    Discover effortless sun protection with this charming kettle brim summer hat from Jeanne Simmons. The distinctive upturned brim and dome crown crea...

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    $ 29.00
  • No Fly Zone Mesh Brim Safari Hat - Stetson and Scala Hats Safari Hat Stetson Hats
    No Fly Zone Mesh Brim Safari Hat - Stetson and Scala Hats Safari Hat Stetson Hats

    No Fly Zone Mesh Brim Safari Hat - Stetson and Scala Hats

    $ 39.00

    Experience the freedom of outdoor exploration with the No Fly Zone Mesh Brim Safari Hat, engineered for adventurers who refuse to compromise. This ...

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    $ 39.00
  • Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats

    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats

    $ 32.00

    Embrace versatility and protection with this Scala Collezion women's bucket hat, endorsed by the Skin Cancer Foundation for superior sun defense. T...

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    $ 32.00
  • Packable Linen Hat with Floral Detail - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories
    Packable Linen Hat with Floral Detail - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories WSLC628GY Grey

    Packable Linen Hat with Floral Detail - Jeanne Simmons Hats

    $ 29.00

    Discover effortless summer style with this charming packable hat. Featuring a generous 3.5" brim and delicate floral underside, it combines practic...

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    $ 29.00
  • Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA221-1 TT Toast tweed Medium (57 cm)

    Asymmetrical Big Brim Summer Hat - Boardwalk Style

    $ 31.00

    Discover effortless sun protection with this sophisticated asymmetrical design. The generous 4-inch front brim tapers gracefully to 3 inches at the...

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    $ 31.00
  • Polybraid Bonnet Cap with Button Accent - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories js8495SG Sage Medium (57 cm)
    Polybraid Bonnet Cap with Button Accent - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories js8495BN Brown Medium (57 cm)

    Polybraid Bonnet Cap with Button Accent - Jeanne Simmons Hats

    $ 24.75

    Discover the perfect poolside companion with this charming poly-braid bonnet cap from Jeanne Simmons. Featuring a generous 4" front brim for superi...

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    $ 24.75
  • Nautical Stripe Roll Up Visor Hat - Boardwalk Style Hats Visor Cap Boardwalk Style Hats
    Nautical Stripe Roll Up Visor Hat - Boardwalk Style Hats Visor Cap Boardwalk Style Hats daK086 Navy

    Nautical Stripe Roll Up Visor Hat - Boardwalk Style Hats

    $ 17.00

    Crownless nautical theme visor hat. Perfect with ponytails or buns. Rolls up for easy packing. Brim is 4" wide, slightly floppy. Velcro® closure st...

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    $ 17.00
  • Pinned Up Back Straw Summer Hat Facesaver Hat JEL
    Pinned Up Back Straw Summer Hat Facesaver Hat JEL WSPS609TN Tan tweed
    Sale

    Pinned Up Back Straw Summer Hat

    Original Price $ 25.00
    Current Price $ 15.00

    Stay shaded in style with this wide-brim facesaver hat, designed for both elegance and everyday functionality. The generous 4.5" brim extends acros...

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    Original Price $ 25.00
    Current Price $ 15.00
    Sale
  • Large Bill Flap Cap - Milani Hats Cap Milani Hats
    Large Bill Flap Cap - Milani Hats Cap Milani Hats F006-NG Neon Green OS (56-60 cm)
    Sale

    Large Bill Flap Cap - Milani Hats

    Original Price $ 18.00
    Current Price $ 12.99

    This bold four-panel cap commands attention with its oversized 2.75" bill and protective neck flap that shields you from sun exposure. Engineered f...

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    Original Price $ 18.00
    Current Price $ 12.99
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  • Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats Wide Brim Hat Milani Hats
    Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats Wide Brim Hat Milani Hats BB0059nt Natural Heather Medium (57 cm)

    Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats

    $ 25.00

    Protect yourself in style with this award-winning wide-brim sun hat that's earned customer loyalty for two consecutive years. Crafted from premium ...

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    $ 25.00
  • Little Bucket Hat with Split Brim - Jeanne Simmons Hats Cloche Jeanne Simmons Accessories
    Little Bucket Hat with Split Brim - Jeanne Simmons Hats Cloche Jeanne Simmons Accessories JS9160 Brown

    Little Bucket Hat with Split Brim - Jeanne Simmons Hats

    $ 20.00

    This standout women’s packable sun hat was designed for effortless summer style. The 2.5" shapeable brim lets you customize your look—tilt it, curv...

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    $ 20.00
  • Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons Accessories
    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons Accessories js9222bk Black Medium (57 cm)
    Sale

    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA

    Original Price $ 42.00
    Current Price $ 27.00

    This refined summer hat combines timeless elegance with practical functionality. Crafted from cream-colored straw braid accented with a two-tone sp...

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    Original Price $ 42.00
    Current Price $ 27.00
    Sale

Vacation Hats for Every Adventure

The perfect vacation starts with the perfect hat. Whether you're relaxing on a tropical beach, exploring historic cities, enjoying a luxury cruise, or sightseeing in a new destination, our collection of Vacation Hats combines stylish designs with dependable sun protection for every journey.

Choose from wide-brim sun hats, packable straw hats, colorful bucket hats, breezy safari hats, stylish fedoras, sun visors, and lightweight travel hats designed for men and women. Many styles feature UPF 50+ sun protection, breathable materials, adjustable sizing, and travel-friendly construction that makes packing easy without sacrificing style.

From beach vacations and island escapes to European tours and resort retreats, you'll find hats designed to keep you comfortable while complementing your vacation wardrobe.

No matter where your travels take you, enjoy lightweight comfort, reliable UV protection, and timeless style with a vacation hat that's ready for every destination.

Packing Methods for Different Hat Styles

Frequently Asked Questions about Vacation Hats – Stylish Sun Hats for Every Getaway

What is the best hat to wear on vacation?

The best vacation hats are lightweight, packable, and provide excellent sun protection. Wide brim sun hats, bucket hats, straw hats, and travel hats with UPF 50+ are popular choices for beach vacations, cruises, and sightseeing.

Can I pack a vacation hat in my suitcase?

Yes. Many vacation hats are specifically designed for travel and can be packed using methods such as Pack Flat, Stuff the Crown, Soft Taco Fold, or Roll-Up, depending on the hat's construction.

If you are taking a delicate hat for a luxury vacation, you can try our hat carrying tote bag, carry it in a hat box or wear it.

What features should I look for in a vacation hat?

Choose a vacation hat with UPF sun protection, breathable materials, lightweight construction, adjustable sizing, and a recommended packing method that fits your travel style.

Can I wear the same hat for different vacation activities?

Yes. Many vacation hats are versatile enough for sightseeing, beach days, cruises, outdoor dining, hiking, and relaxing by the pool while providing reliable sun protection.

The safest option is to take the hat you feel most comfortable wearing. If you have doubts while you are packing, you likely will not wear it.

Are vacation hats good for year-round travel?

Absolutely. Vacation hats provide sun protection and comfort whether you're traveling in summer or escaping to warm-weather destinations during the cooler months. Quality packable vacation hats are designed to recover their shape after unpacking when packed according to the manufacturer's recommendations.